Dating coaches say men need to learn to navigate certain tricky questions from women — or risk turning a romantic evening into a relationship minefield.

Professional dating coach Blaine Anderson, who runs her ‘Dating By Blaine’ service, recently shared her playbook for handling three of the most common ‘gotcha’ questions women ask. 

Her advice? Tread lightly and stick to the script, as she shared in an Instagram video.

Question No. 1: “Do I look fat in this?”

Men, your move here is simple. “You look, then say, ‘No, you look great,’” Anderson advised. 

The key is to keep it breezy and avoid any hesitation that could be interpreted as criticism.

Question No. 2: “Do you think she’s prettier than me?” 

“You DON’T look, you just then say, ‘That would be impossible,’” Anderson instructed.

It’s a deft move that both reassures and sidesteps any potential beauty contest comparisons.

Question No. 3: “Notice anything different about me?” 

“You say, ‘You mean aside from how you always look amazing?’” Anderson suggested.

It buys you time to spot the new haircut, outfit or subtle change she’s fishing for.

But Anderson isn’t the only one warning against conversational landmines. 

Relationship expert Alexa Johnston previously told The Sun that some questions are basically kiss-of-death conversation starters, especially on first dates.

“First dates are already nerve-wracking enough without accidentally stepping on conversational landmines,” Johnston said. 

“What people frequently don’t realize is that certain questions, no matter how innocent they might seem to you, can instantly send your date running for the exit.”

Johnston’s top offenders? Asking why someone is still single, if they’ve had work done or how much money they make.

“This question immediately puts your date on the defensive,” Johnston said of the dreaded ‘Why are you still single?’ probe.

“It suggests they need to justify their relationship status, as if being single is a problem that needs explaining.”

Meanwhile, questions about money or appearance can be just as deadly.

“Asking about someone’s salary on a first date suggests you’re evaluating them based on their financial worth rather than their personality,” Johnston said, adding that such inquiries “create immediate discomfort and signal that you might be more interested in their bank account than who they are as a person.“

So, what should you talk about instead? Keep it fun, light, and focused on the present. 

Ask about their favorite travel destination, the last great book they read, or the strangest thing they’ve ever eaten.

Or, as Anderson advises, just keep it simple: “You look great tonight.”



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